FA Cup 2024/25, Preliminary Round |
 | 17.08.2024 | | Haywards Heath Town | – | Deal Town | | 2:0 |
| Haywards Heath |
FA Cup 2023/24, Preliminary Round |
| 28.08.2023 | | Lydd Town | – | Deal Town | | 4:2 (3:0) |
| Lydd |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Three Bridges | – | Deal Town | | 3:2 (2:0) |
| Three Bridges |
FA Cup 2021/22, Preliminary Round |
| 24.08.2021 | | Deal Town | – | Redhill | | 0:1 (0:0) * |
| Deal |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Sutton Athletic | – | Deal Town | | 3:2 (1:1) |
| Sutton-at-Hone |
FA Cup 2018/19, Extra Preliminary Round |
| 15.08.2018 | | Whitstable Town | – | Deal Town | | 4:3 (1:0) * |
| Whitstable |
FA Cup 2017/18, Preliminary Round |
| 22.08.2017 | | Glebe | – | Deal Town | | 3:0 (1:0) * |
| Bromley |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Deal Town | – | Banstead Athletic | | 0:1 |
| Deal |
FA Cup 2015/16, Second Qualifying Round |
| 26.09.2015 | | St Albans City | – | Deal Town | | 2:1 (1:0) |
| St Albans |
FA Cup 2014/15, Preliminary Round |
| 02.09.2014 | | Chessington & Hook United | – | Deal Town | | 2:1 (1:0) * |
| London |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Merstham | – | Deal Town | | 4:2 |
| Merstham |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Deal Town | – | Ashford United | | 1:2 |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Herne Bay | – | Deal Town | | 3:0 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Deal Town | – | Hythe Town | | 2:4 |
| |
FA Cup 2009/10, First Qualifying Round |
| 15.09.2009 | | Selsey | – | Deal Town | | 3:0 * |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 19.08.2008 | | Deal Town | – | Chertsey Town | | 1:2 * |
| |
FA Cup 2007/08, First Qualifying Round |
| 18.09.2007 | | Deal Town | – | Dulwich Hamlet | | 1:3 * |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Ash United | – | Deal Town | | 5:0 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Deal Town | – | Hitchin Town | | 1:3 |
| |
FA Cup 2004/05, Preliminary Round |
| | | North Leigh | – | Deal Town | | 3:1 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Deal Town | – | Leatherhead | | 1:2 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Gosport Borough | – | Deal Town | | 2:1 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Deal Town | – | Dartford | | 0:3 * |
| |
FA Cup 2000/01, Preliminary Round |
| | | Dartford | – | Deal Town | | 3:1 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Worthing | – | Deal Town | | 3:0 * |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Dulwich Hamlet | – | Deal Town | | 1:0 |
| |
FA Cup 1997/98, Third Qualifying Round |
| | | Margate | – | Deal Town | | 2:1 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Merstham | – | Deal Town | | 3:2 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Erith & Belvedere | – | Deal Town | | 4:3 |
| |
FA Cup 1992/93, Third Qualifying Round |
| | | Ashford Town | – | Deal Town | | 3:1 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Deal Town | – | Whitstable Town | | 1:3 |
| |
FA Cup 1985/86, Preliminary Round |
| | | Deal Town | – | Southwick | | 1:4 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Hastings Town | – | Deal Town | | 3:1 * |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Ashford Town | – | Deal Town | | 5:0 |
| |
FA Cup 1982/83, Third Qualifying Round |
| | | Tooting & Mitcham United | – | Deal Town | | 8:1 |
| |
FA Cup 1981/82, Second Qualifying Round |
| | | Deal Town | – | Ashford Town | | 1:2 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Crawley Town | – | Deal Town | | 2:1 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Crawley Town | – | Deal Town | | 3:1 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Southwick | – | Deal Town | | 2:0 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Eastbourne Town | – | Deal Town | | 1:0 * |
| |
FA Cup 1974/75, Preliminary Round |
| | | Deal Town | – | Ashford Town | | 0:4 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Folkestone | – | Deal Town | | 6:2 * |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Folkestone | – | Deal Town | | 4:1 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Tonbridge | – | Deal Town | | 2:0 * |
| |
FA Cup 1970/71, Preliminary Round |
| | | Tunbridge Wells | – | Deal Town | | 2:1 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Hastings United | – | Deal Town | | 4:0 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Snowdown Colliery Welfare | – | Deal Town | | 2:1 * |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Deal Town | – | Margate | | 1:4 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Sittingbourne | – | Deal Town | | 6:2 * |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Dover | – | Deal Town | | 3:0 * |
| |
FA Cup 1964/65, Third Qualifying Round |
| | | Canterbury City | – | Deal Town | | 4:1 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Ramsgate Athletic | – | Deal Town | | 4:2 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Dover | – | Deal Town | | 4:0 |
| |
FA Cup 1960/61, Second Qualifying Round |
| | | Folkestone | – | Deal Town | | 5:1 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Deal Town | – | Ashford Town | | 0:1 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Deal Town | – | Whitstable | | 3:4 |
| |
FA Cup 1957/58, Preliminary Round |
| | | Dartford | – | Deal Town | | 2:1 * |
| |
FA Cup 1956/57, Preliminary Round |
| | | Deal Town | – | Sittingbourne | | 3:5 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Canterbury City | – | Deal Town | | 2:1 * |
| |
FA Cup 1954/55, Preliminary Round |
| | | Deal Town | – | Ashford Town | | 0:2 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Ramsgate Athletic | – | Deal Town | | 1:0 * |
| |
FA Cup 1952/53, Preliminary Round |
| | | Betteshanger Colliery Welfare | – | Deal Town | | 2:0 |
| |
FA Cup 1951/52, Preliminary Round |
| | | Deal Town | – | Sittingbourne | | 1:3 * |
| |
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